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One thing no one has mentioned - if you're listing the income on Schedule C, you might qualify for the qualified business income deduction (QBI), which could offset some of the SE tax hit. But honestly, from what you described, this sounds more like "Other Income" than self-employment if it was a one-time research stipend where you were essentially a participant rather than providing a service.
Thanks for mentioning the QBI deduction! I hadn't even thought about that possibility. The project was definitely a one-time thing where I was basically a research subject/participant for about 3 months. I didn't have any real business expenses except maybe using my home internet a bit more than usual for uploading responses and attending a few zoom sessions. Based on everyone's advice, I'm leaning toward filing it as "Other Income" since I wasn't running a business. Does that seem right for my situation?
Based on what you've described, classifying it as "Other Income" on Schedule 1 rather than self-employment income on Schedule C seems appropriate. The key factors are: it was a one-time project, you were more of a participant/subject than a service provider, and you didn't have the intention of creating an ongoing business activity. For future reference, keep documentation about the nature of the project in case there are any questions. The university likely issued a 1099-NEC simply because that's the form they use for any non-employee payment, but that doesn't automatically make you self-employed for tax purposes. The substance of the relationship matters more than the form used to report it.
Has anyone tried using FreeTaxUSA for this type of situation? I'm having a similar issue with a research grant but don't want to pay for the more expensive software options.
FreeTaxUSA actually handled my research stipend correctly. You need to go to the Income section, select "Miscellaneous Income" and then choose "Other Income not reported on W-2/1099" instead of selecting the 1099-NEC option. Then you can manually enter the payer info and amount from your 1099-NEC. This puts it on Schedule 1 as Other Income rather than Schedule C.
Just wanted to add that if you were a student during those years (18-20), you might have education credits you can claim even if your income was low. I was in a similar situation - didn't file for two years during college, then found out I was eligible for the American Opportunity Tax Credit which is partially refundable. Even with income under the filing threshold, I ended up getting about $1,000 back for each year. Definitely look into this if you were taking classes during that time! You can file previous years' returns using the forms from the IRS website, but you have to mail them in rather than e-file.
I wasn't taking classes, just working those part-time jobs. But this is really good to know! I do have a friend in a similar situation who was actually in school. I'll pass this info along to her. Do you remember which forms specifically you needed to file for past years?
You'll need to file Form 1040 for each year you're filing late. You can download these from the IRS website - make sure you get the correct form for each specific tax year (the forms change slightly year to year). If you're claiming education credits, you'll also need Form 8863. For W-2 income, it's pretty straightforward. Each year's return needs to be mailed separately in its own envelope. If you don't have your old W-2s, you can request wage transcripts from the IRS for free using Form 4506-T or through your online IRS account. Most tax software can also help with prior year returns, though you'll still need to print and mail them.
Did anyone else notice that the IRS has gotten WAY better at sending notices for unfiled returns? My brother ignored filing for 2 years (2022-2023) thinking his income was too low to matter, and he just got a letter last month asking about those missing returns. Not trying to scare you OP, but just giving you a heads up that they are more on top of this stuff now with their upgraded computer systems. Better to file voluntarily before they contact you!
Yes! This happened to my roommate too. He didn't file for 2022 because he only made about $9,000 that year and thought he didn't need to. Turns out his employer had reported more withholding than was actually taken out, so the IRS system flagged it and sent him a notice. He ended up having to sort out the incorrect W-2 AND file the return.
This is definitely more complex than your usual tax situation. Form 8594 is for allocating purchase price in business asset sales, so I don't think that applies to your home sale. Given all the complexities you're dealing with (partial home ownership, sale after a death, plus multiple retirement transactions), this is probably the year to get professional help. A good CPA will likely save you more than they cost by making sure everything is reported correctly, especially with all those retirement account transactions.
If I do go to a CPA, what documents should I bring with me? I want to be prepared so I don't have to keep going back with more paperwork.
Bring the deed showing when you were added to the title, the closing documents from the sale, any documentation showing improvements made to the home that might affect basis, and anything showing the original purchase price when your father bought it. For the retirement accounts, bring all 1099-R forms, statements showing the withdrawals and deposits, and documentation from both the old and new retirement plan administrators. Also bring your last year's tax return and any correspondence you've had with the IRS. If you have documentation of any hardship that led to the withdrawals, that could be helpful too as it might qualify you for penalty exceptions.
I had a similar situation last year and thought I needed form 8594 too! My tax person actually laughed (nicely) and explained that's for business assets. For a home that you owned with your father and then sold, you'll need Schedule D and Form 8949 to report the capital gain. Since you were already on the title before your father passed, your basis is going to be complicated. Part of it will be your father's original basis (for his portion) and part might be the fair market value at the time of death (for the inherited portion if you inherited any additional share).
Do they also need to worry about the Section 121 exclusion for primary residence? If they lived in the house for 2 of the last 5 years, couldn't they exclude some of the gain?
One thing nobody's mentioned yet is that you should look into setting up an LLC for your rental property. I have 3 rental properties and keeping them in an LLC structure has saved me a ton in taxes plus gives liability protection. Talk to both a tax pro AND a lawyer though because there are specific ways you need to set it up for it to be beneficial tax-wise.
Does putting a rental property in an LLC actually save on taxes though? I thought LLCs are pass-through entities so the tax treatment is the same as individual ownership? Also doesn't it make the mortgage situation more complicated?
You're right that a single-member LLC is typically a pass-through entity and doesn't change the tax treatment by itself. I should have been more clear. The tax savings come from strategies you can implement once you have the proper structure in place, not just from having an LLC. The real benefits come when you combine the LLC with proper tax planning like implementing a management company structure or potentially electing S-corp taxation for your activities depending on your situation. And yes, transferring mortgaged properties into an LLC can trigger due-on-sale clauses in some cases, so that's exactly why I recommended consulting with both tax and legal professionals before making any moves.
Omg I'm in a similar situation and the thing that's saved me is keeping SUPER detailed records. Like I have separate credit cards for each income stream (freelance vs rental) and I use QuickBooks to track everything separately. One tip: take pics of all receipts for rental repairs with your phone and save them to a specific folder. My tax person said this has saved us HOURS during tax prep! And it's a lifesaver if you ever get audited.
Paolo Romano
H&R Block employee here (not corporate, just a seasonal preparer). I want to apologize for your experience - it's not how things should work. Unfortunately, there's massive variation in quality between offices since many are franchises. Some tips for others: 1. Always ask for credentials. Some preparers have minimal training. 2. Get EVERYTHING in writing - including price quotes. 3. Request they contact you immediately for any rejections. 4. Never sign Form 8879 (e-file authorization) until you've reviewed everything. 5. Remember tax prep is a service industry - demand better service!
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Sofia Rodriguez
ā¢Thanks for the insider perspective. I'm curious - what causes such a dramatic change in refund amount after a rejection? Is it usually errors in the original filing or something else? And what should I have asked for specifically to prevent the huge price jump?
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Paolo Romano
ā¢Dramatic refund changes after rejection usually happen when the preparer has to correct information that was entered incorrectly the first time. Common examples include incorrect filing status, missing income that the IRS already has on record (like a forgotten W-2 or 1099), or incorrectly claiming credits you don't qualify for. When these corrections happen, tax liability can shift dramatically. To prevent price jumps, always ask for a detailed price list before starting. Request a written breakdown of exactly what forms and schedules are included in the quoted price and what will trigger additional charges. Some offices charge per form rather than a flat fee, so things like reporting cryptocurrency transactions, self-employment income, or education credits can each add $50+ to your bill without warning. Get the pricing structure in writing and ask them to notify you before preparing any forms that would increase your originally quoted price.
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Amina Diop
Did you sign something called an 8879 form? That's the e-file authorization. If they refiled without you signing a new one, that's a serious violation of IRS rules. They literally cannot legally submit your return without your signature on that form for each submission.
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Oliver Schmidt
ā¢This is absolutely correct. I work at a different tax firm and we CANNOT submit without a signed 8879 for each filing. It's a huge compliance issue and could get them in real trouble with the IRS. The practitioner risks losing their filing privileges.
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